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2-M-tolylpyridine, also known as 2-Methylpyridine, is a chemical compound characterized by a pyridine ring with a methyl group attached at the 2-position. It is a colorless to pale yellow liquid that emits a pungent, unpleasant odor. 2-M-tolylpyridine is recognized for its versatile applications across various industries, primarily as an intermediate in the synthesis of pharmaceuticals, dyes, rubber chemicals, and pesticides.

4373-61-9

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4373-61-9 Usage

Uses

Used in Pharmaceutical Industry:
2-M-tolylpyridine is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and medicines. Its unique chemical structure allows it to form essential components of active pharmaceutical ingredients.
Used in Dye Industry:
In the dye industry, 2-M-tolylpyridine serves as an intermediate for the production of dyes, enabling the creation of a wide range of colorants used in textiles, plastics, and other materials.
Used in Rubber Chemical Industry:
2-M-tolylpyridine is utilized as an intermediate in the production of rubber chemicals, which are essential for enhancing the properties of rubber products, such as durability, elasticity, and resistance to environmental factors.
Used in Pesticide Industry:
As an intermediate in the synthesis of pesticides, 2-M-tolylpyridine plays a crucial role in developing effective and targeted pest control solutions for agriculture and other industries.
Used as a Corrosion Inhibitor in Petroleum Industry:
2-M-tolylpyridine is employed as a corrosion inhibitor in petroleum products, helping to prevent the degradation of pipelines, storage tanks, and other equipment, thereby extending their service life and ensuring the safe transportation and storage of petroleum products.
Used as a Solvent in Resin and Wax Industry:
2-M-tolylpyridine is used as a solvent for resins and waxes, facilitating the processing and application of these materials in various industries, such as coatings, adhesives, and candles.
Potential Application in Organometallic Chemistry and Catalysis:
2-M-tolylpyridine has potential applications as a ligand in organometallic chemistry and catalysis, where it can enhance the efficiency and selectivity of chemical reactions, contributing to the advancement of chemical synthesis and process optimization.

Check Digit Verification of cas no

The CAS Registry Mumber 4373-61-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,3,7 and 3 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 4373-61:
(6*4)+(5*3)+(4*7)+(3*3)+(2*6)+(1*1)=89
89 % 10 = 9
So 4373-61-9 is a valid CAS Registry Number.

4373-61-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name m-methylphenylpyridine

1.2 Other means of identification

Product number -
Other names 2-M-tolylpyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4373-61-9 SDS

4373-61-9Relevant academic research and scientific papers

Cp*Rh(iii)/boron hybrid catalysis for directed C-H addition to β-substituted α,β-unsaturated carboxylic acids

Hirata, Yuki,Kojima, Masahiro,Matsunaga, Shigeki,Tanaka, Ryo,Yoshino, Tatsuhiko

supporting information, p. 76 - 79 (2021/12/29)

The C-H bond addition reaction of 2-phenylpyridine derivatives with α,β-unsaturated carboxylic acids catalyzed by Cp*Rh(iii)/BH3·SMe2is reported. Activation of C-H bonds with the rhodium catalyst and activation of α,β-unsaturated carboxylic acids with the boron catalyst cooperatively work, and a BINOL-urea hybrid ligand significantly improved the reactivity. With the optimized hybrid catalytic system, various β-disubstituted carboxylic acids were obtained under mild reaction conditions.

Borenium-Catalyzed Reduction of Pyridines through the Combined Action of Hydrogen and Hydrosilane

Clarke, Joshua J.,Maekawa, Yuuki,Nambo, Masakazu,Crudden, Cathleen M.

supporting information, p. 6617 - 6621 (2021/09/02)

Mesoionic carbene-stabilized borenium ions efficiently reduce substituted pyridines to piperidines in the presence of a hydrosilane and a hydrogen atmosphere. Control experiments and deuterium labeling studies demonstrate reversible hydrosilylation of the pyridine, enabling full reduction of the N-heterocycle under milder conditions. The silane is a critical reaction component to prevent adduct formation between the piperidine product and the borenium catalyst.

Rhodium-Catalyzed Additive-Free C?H Ethoxycarbonylation of (Hetero)Arenes with Diethyl Dicarbonate as a CO Surrogate

Kawai, Yuya,Liao, Yumeng,Matsuda, Takanori,Suzuki, Hirotsugu

supporting information, p. 4938 - 4942 (2021/09/30)

A rhodium-catalyzed C(sp2)-H ethoxycarbonylation of indoles and arylpyridines using diethyl dicarbonate was developed. The catalytic process features an additive-free ethoxycarbonylation reaction, in which only ethanol and CO2 are produced as byproducts, providing a CO-free and operationally simple protocol. The introduced ethoxycarbonyl group is easily transformed into other ester and amide functionalities in a single step. Moreover, the reaction can be successfully applied on gram scale, and allows for the efficient synthesis of indole-2-carboxylic acid esters and isophthalates.

Chromium-Catalyzed Reductive Cleavage of Unactivated Aromatic and Benzylic C-O Bonds

Yuan, Shuqing,Ling, Liang,Tang, Jinghua,Luo, Meiming,Zeng, Xiaoming

, p. 3343 - 3350 (2021/07/02)

Reductive cleavage of aromatic and benzylic C-O bonds by chromium catalysis is reported. This deoxygenative reaction was promoted by low-cost CrCl 2precatalyst combined with poly(methyl hydrogen siloxane) as the mild reducing agent, providing a strategy in forming reduced motifs by cleavage of unactivated C-O bonds. A range of functional groups such as bromide, chloride, fluoride, hydroxyl, amino, and alkoxycarbonyl can be retained in the reduction.

A novel and robust heterogeneous Cu catalyst using modified lignosulfonate as support for the synthesis of nitrogen-containing heterocycles

Bai, Rongxian,Gu, Yanlong,Lai, Bingbing,Li, Minghao,Liu, Ping,Ye, Meng

supporting information, p. 2888 - 2902 (2020/12/22)

A waste biomass, sodium lignosulfonate, was treated with sodium 2-formylbenzenesulfonate, and the phenylaldehyde condensation product was then used as a robust supporting material to immobilize a copper species. The so-obtained catalyst was characterized by many physicochemical methods including FTIR, EA, FSEM, FTEM, XPS, and TG. This catalyst exhibited excellent catalytic activity in the synthesis of nitrogen-containing heterocycles such as tricyclic indoles bearing 3,4-fused seven-membered rings, 2-arylpyridines, aminonaphthalenes and 3-phenylisoquinolines. In addition, this catalyst showed to be recyclable and could be reused several times without significant loss in activity during the course of the reaction process.

Palladium (II) Complexes Containing 2-Phenylpyridine Derivatives: Synthesis, Molecular Structures, and Catalytic Activity for Suzuki–Miyaura Cross-Coupling Reactions

Adamson, A.,Alhaddad, M. R.,Arshad, M. N.,Asiri, A. M.,Budiman, Y. P.,Mkhalid, I.,Muhammad, R.

, p. 466 - 475 (2020/07/31)

The preparation and characterization of a series of new 2-phenylpyridine derivative ligands consisting of 2-(R) pyridine (R = mesityl (L1), 2,6-dimethylphenyl (L2), o-tolyl (L3), m-tolyl (L4), p-tolyl (L5), o-methoxyphenyl (L6), and p-methoxyphenyl (L7)) and their Pd complexes [PdCl2L2] (L1–L7) is investigated using a combination of X-ray diffraction spectroscopy, GC-MS, and NMR. The crystal structures show that the Pd complexes adopt a square planar geometry, and the monodentate ligand is coordinated through the N donor of the pyridine ring to the Pd atom. The catalytic activities of the synthesized complexes are investigated. The square planar Pd complex trans-[(2-mesitylpy)2PdCl2)] shows a high efficiency in promoting Suzuki-Miyaura cross coupling in an aqueous solvent under aerobic conditions.

PHOSPHINE FREE COBALT BASED CATALYST, PROCESS FOR PREPARATION AND USE THEREOF

-

Paragraph 0068; 0142; 0147, (2020/12/29)

The present invention discloses a phosphine free cobalt based catalyst of formula (I) and a process for preparation thereof. The present invention further discloses a process for the synthesis of aromatic heterocyclic compounds of formula (II) and pyrazine derivative using the phosphine free cobalt based catalyst of formula (I).

Palladium-Catalyzed Electrochemical C-H Alkylation of Arenes

Yang, Qi-Liang,Li, Chuan-Zeng,Zhang, Liang-Wei,Li, Yu-Yan,Tong, Xiaofeng,Wu, Xin-Yan,Mei, Tian-Sheng

supporting information, p. 1208 - 1212 (2018/10/20)

Palladium-catalyzed electrochemical C-H functionalization reactions have emerged as attractive tools for organic synthesis. This process offers an alternative to conventional methods that require harsh chemical oxidants. However, this electrolysis requires divided cells to avoid catalyst deactivation by cathodic reduction. Herein, we report the first example of palladium-catalyzed electrochemical C-H alkylation of arenes using undivided electrochemical cells in water, thereby providing a practical solution for the introduction of alkyl groups into arenes.

N-heterocyclic carbene enabled rhodium-catalyzed ortho C(sp2)-H borylation at room temperature

Zhong, Lei,Zong, Zhi-Hong,Wang, Xi-Cun

supporting information, p. 2547 - 2552 (2019/03/27)

We report a rhodium-catalyzed ortho C(sp2)-H borylation of 2-phenylpyridines using commercially available N-heterocyclic carbenes (NHCs) as ligand and pinacolatodiboron (B2pin2) as borylating reagent. The reaction could take place at room temperature, tolerating a wide range of functionalities and affording ortho borylated products in moderate to excellent yields. The current method is also applicable to gram-scale reaction with reduced catalyst loading.

Enabling Catalytic Arene C-H Amidomethylation via Bis(tosylamido)methane as a Sustainable Formaldimine Releaser

Li, Zhong-Yuan,Chaminda Lakmal, Hetti Handi,Cui, Xin

supporting information, p. 3735 - 3740 (2019/05/24)

Addition of catalytic arene C-H to formaldimines has been enabled by Ru(II)-catalyzed amidomethylation with bis(tosylamido)methane as a catalytic formaldimine releaser. The new process provides an atom-efficient and sustainable solution to address the challenges of formaldimines in this type of transformation. Furthermore, new synthetic routes based on this catalytic system have been developed for step-efficient access to N-heterotricyclic core structures that are pharmaceutically relevant.

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